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Original Articles

Enzyme-Analogue Built Polymers. XIX. Racemic Resolution on Polymers Containing Chiral Cavities

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Pages 385-405 | Published online: 19 Dec 2006
 

Abstract

With the aid of a chiral template molecule binding groups could be placed in a highly crosslinked polymer in such a way that they are present in a chiral cavity of specific shape in a given stereochemistry. Polymers of this type possessed a high selectivity for racemic resolution of the racemate of the template. In the batch procedure separation factors α as high as 3.65 were obtained. In chromatography similar to other chromatographic racemic resolutions a slow mass transfer was observed. This is not due to resistance to intra-particle diffusion since similar polymers coated as thin layers to wide pore silica showed comparable behaviour.

New chromatographic investigations on glycoldimethacrylate based polymers with high selectivity in the batch procedure are described. Systematic investigations showed that resolutions of Rs=1.2 can be obtained. At elevated temperature the separations were even better and higher retention was observed. The amount of cavities on the surface was varied and an optimum for chromatographic separations was found.

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